JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000515
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000516
Regist Date
 2012/06/21 16:10:18
REACTANT
MOLECULE ID
 JCGG-COM0000483 (Reaction Tree)
Reactant Type
 GM2
MOLECULE ID
 JCGG-COM0000488
Reactant Type
 Lil, Pyr.
MOLECULE ID
 JCGG-COM0000489
Reactant Type
 NH2NH2*H2O
MOLECULE ID
 JCGG-COM0000086
Reactant Type
 Ac2O
MOLECULE ID
 JCGG-COM0000490
Reactant Type
 CH2N2
MOLECULE ID
 JCGG-COM0000491
Reactant Type
 80% aq. AcOH
PRODUCT
MOLECULE ID
 JCGG-COM0000492 (Reaction Tree)
Skeleton
JCGG-STR004355
Product Type
 3,4-diol acceptor
Yield
 88%
REACTION DETAIL
Solvent
 EtOH, MeOH, Et2O, H2O
Comment
 1) LiI, Pyr., reflux, 95%, 2) NH2NH2 H2O /EtOH, reflux, 3) Ac2O /MeOH, 4) CH2N2/ Et2O, 5) 80% aq. AcOH
Very few were described regarding this reaction.
COMMENT
The details regarding this reaction are described in another paper in References.
There are five phases in this reaction.
REFERENCE
Reference Id
 REF-0000-000021
Issn
 Electronic
Doi
 10.1016/j.carres.2009.06.009
PubMed ID
 19560125
Journal Name
 Carbohydrate research. (2009) 344 (12): 1453-63.
Article Title
 Study on systematizing the synthesis of the a-series ganglioside glycans GT1a, GD1a, and GM1 using the newly developed N-Troc-protected GM3 and GalN intermediates.
Author
 Tatsuya, Komori; Akihiro, Imamura; Hiromune, Ando; Hideharu, Ishida; Makoto, Kiso
Affiliation
 Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
Reference Id
 REF-0000-000022
Source
 Carbohydrate Research, 344 (2009), 1453-1463
Doi
 10.1016/j.carres.2009.06.009
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)